Only very rarely. And when you do, love it. Go alone. Plan. Spend. Properly, as much as you can afford. Make friends with changing room attendants. Take a camera. Discover independents, off radar, markets, charity, sample sales, untrendy department stores. Treat luxury brand shops like Gucci, Prada, Chanel et al as a cultural outing in the manner of an exhibition or museum. Enjoy it all and the fact that it exists, without needing to own it. Take stuff home, try it with everything. Sit on it for a little while, see if you still love it a week later. And then return it to the shop. There are very few good shops. Be a good capitalist and don’t encourage the shit ones by buying rubbish.

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/..The relevance of dress, from the Introduction to English Costume 1066-1830 by Dion Clayton Calthrop, Adam and Charles Black, 1950../

As the fig-leaf identifies Adam, so may the chaperon twisted into a cockscomb mark Richard II. As the curled and scented hair of Alcibiades occurs to our mind, so shall Beau Nash manage his clouded cane.
Elizabeth shall be helped to the memory by her Picadilly ruff; square Henry VIII by his broad-toed shoes and his little flat cap; Anne Boleyn by her black satin nightdress; James be called up as padded trucks; Maximilian as puffs and slashes; D'Orsay by the curve of his hat; Tennyson as a dingy brigand; Gladstone as a collar; and even more recent examples, as the Whistlerian lock and the Burns blue suit.
And what romantic incidents may we not hang upon our clothes line! The cloak of Samuel Pepys ('Dapper Dick', as he signed himself to a certain lady) sheltering four ladies from the rain; Sir Walter Raleigh spreading his cloak over the mud to protect the shoes of that great humorist Elizabeth I never think of her apart from the saying, 'Ginger for pluck'); Mary, Queen of Scots, ordering false attires of hair during her captivity - all these scenes clinched into reality by the knowledge of the dress proper to them.

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